$25/month. Seems fair for this software.

*clicks toggle to monthly*

$39/month.

Wait, what?!

This price anchoring move isn’t just annoying. It’s backfiring spectacularly on companies who don’t understand how customer psychology actually works.

Let me break this down for you

When I see $25/month (annual billing) as the default display, I immediately anchor to that number in my head.

That’s now my reference point. That’s what feels “right.”

Then I discover I have to commit to a full year upfront? No thanks. I haven’t even used this product yet.

So I toggle to monthly and BAM: $39

Now I feel like I’m being punished for being cautious. The product hasn’t changed, but suddenly it feels 56% more expensive.

What these companies don’t understand

That initial anchor of $25 is now working AGAINST them, not for them.

Even if $39 is a steal compared to competitors, even if it delivers 10x ROI, I’m stuck thinking:

“This feels like a rip-off compared to what I was just offered.”

Here’s what companies should do instead

  • Show the monthly price FIRST
  • Then show the annual discount as a reward, not the monthly as a penalty
  • Let me try before I commit (hello, free trials!)
  • Focus on communicating value before pushing for long-term commitment

The brutal truth

If your pricing strategy makes potential customers feel tricked rather than valued, you’ve already lost.

Your fancy “conversion optimization” is actually a trust destroyer.

Think about it. Would you rather have:

  • 100 annoyed customers who feel like they got the bad end of a deal
  • OR 80 customers who feel like they got fair pricing and are excited to use your product?

I know which group will have higher retention and word-of-mouth referrals.

So ask yourself: Are you anchoring your prices to build trust or just to manipulate the short-term conversion rate?

Because I guarantee you’re not fooling anyone with that “annual toggle” trick. We see it. And we’re clicking away.